But that is just what happened when Leon County Commissioner John Dailey and his family last week checked into a bungalow owned by one of businessman and philanthropist Rick Kearney's foreign corporations.

It's in Manuel Antonio, the same village where Mayor Andrew Gillum and two lobbyist friends who do business with the city stayed at the $1,400 a night Villa Paraiso two years ago.

Dailey’s wife bought their vacation at a live auction during the Canteens and Camo fundraiser by the Capital Area Chapter of the American Red Cross in March of 2017.

“We have paid very good money on this thing,” Dailey said. “We bid the highest amount and won, and we paid our own airfare.”

He was unaware that his family's vacation location was near Gillum's tropical getaway. Kearney also owns a villa next door to that property.

The auctioned bungalow and several other properties are managed by Summit Group, a company controlled by Kearney, CEO of Mainline Information Systems and chairman of the company that operates the private homeless shelter that bears his name.

“We offered it to the Red Cross as an auction item," Kearney told the Democrat. "We gave it for free. Red Cross sold it to the highest bidder.”

The villa where Gillum — a candidate for governor — stayed is owned by Lance Barton, a former Florida State University football player and Tampa investment banker, who along with lobbyist Adam Corey co-founded the Old School Foundation, Kearney said.

Old School, a private club known for its lavish parties and football fandom, has auctioned off Barton’s villa during its annual golf tournament. A wine dinner with Gillum, who also has done fundraising for the foundation, was auctioned off in 2015.

Gillum and his wife stayed at Barton's villa from May 4-8, 2016, with Corey and lawyer/lobbyist Sean Pittman, who are both investors in the Edison Restaurant that was built with city tax money and is the subject of multiple FBI subpoenas.

Gillum paid his own way, his chief of staff said, using cash for his portion of the 5-bedroom villa, and credit cards for all other expenses.

During their stay, Corey sent a calendar invite to Gillum scheduling a May 16 meetup at the Edison between himself, Gillum and the now infamous undercover FBI agent Mike Miller, according to emails obtained by the Tallahassee Democrat. It would become the first known contact of Gillum with the undercover agents that were a key part of the long-running public corruption probe of the city of Tallahassee. Gillum has said prosecutors have told him he is not a target.

News of Gillum's vacation broke the same day Dailey and his family embarked on their Costa Rican vacation to the same village.

Where Dailey stayed is modest by comparison to Villa Paraiso.

The Daileys paid for a luxury one-bedroom bungalow that sleeps four, but they paid extra to upgrade to a two-bedroom bungalow and extend their visit by a few extra nights, said Summit Group CEO Claude Walker.

It’s the third or fourth year that Kearney has donated the bungalow, Red Cross spokeswoman Sharon Tyler said.

People bidding on the items generally don’t know who the gift’s sponsors are, she said.

“We’re in the middle of a live auction so less is more,” Tyler said.

Dailey is a longtime supporter of the Red Cross, Tyler said, and even volunteers as an auctioneer.

In fact, Dailey was acting as the auctioneer for the Costa Rican vacation, unaware that his wife was bidding on it until she made the winning bid of $2,300, Tyler said.

“It was one of those humorous, you had to be there moments,” Tyler said.

CORRECTION: A previous version of this story, based on an interview with Kearney, reported the incorrect proximity of the bungalow where the Dailey family stayed. The location was clarified by Summit Group CEO Claude Walker.

Contact Schweers at jschweers@tallahassee.com. Follow him on Twitter @jeffschweers.